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Search for "Friedländer reaction" in Full Text gives 5 result(s) in Beilstein Journal of Organic Chemistry.
Recent advances in organocatalytic atroposelective reactions
Beilstein J. Org. Chem. 2025, 21, 55–121, doi:10.3762/bjoc.21.6
- were able to separate the enamine intermediate formed from diarylketone and ketoester. Later, the BINOL-derived (TRIP) CPA (R)-C23 was used in a similar Friedländer reaction [51]. Acetylacetone was utilized with diarylketones 82 containing arylethyl chains to form axially chiral products 83 (Scheme 27
- ). The reaction mechanism proposed by the authors was analogous to that of the aforementioned atroposelective Friedländer reaction. Outstanding yields and enantioselectivities were accomplished during the substrate scope screening as well as in a model gram-scale reaction (83%, 91% ee). Annulation of
- biaryl ketones 84 with cyclohexanones 85 mediated by the second-generation chiral phosphoric acid C26 led to the formation of tetrahydroacridines 86 (Scheme 28) [52]. This Friedländer reaction provided products 86 in moderate to good yields with consistently high enantiomeric purities and high
Cyclometalated iridium complexes-catalyzed acceptorless dehydrogenative coupling reaction: construction of quinoline derivatives and evaluation of their antimicrobial activities
Beilstein J. Org. Chem. 2022, 18, 1507–1517, doi:10.3762/bjoc.18.159
- reaction [16], and Friedländer reaction [17]. Among these syntheses, the Friedländer reaction [17] is one of the most commonly used methods for the synthesis of quinolines. However, it has the disadvantages of harsh reaction conditions and low yields owing to the reactivity of o-aminobenzaldehyde when used
Facile synthesis of 7-alkyl-1,2,3,4-tetrahydro-1,8-naphthyridines as arginine mimetics using a Horner–Wadsworth–Emmons-based approach
Beilstein J. Org. Chem. 2020, 16, 1617–1626, doi:10.3762/bjoc.16.134
- tetrahydronaphthyridines predominantly revolve around late-stage hydrogenation of fully aromatic 1,8-naphthyridine derivatives 3, usually prepared via an acid or base-catalysed Friedländer reaction between 2-aminonicotinaldehyde (1) and the corresponding ketone 2 (Scheme 1). Both reactions employ harsh conditions with
Synthesis of 3,4-dihydro-1,8-naphthyridin-2(1H)-ones via microwave-activated inverse electron-demand Diels–Alder reactions
Beilstein J. Org. Chem. 2014, 10, 282–286, doi:10.3762/bjoc.10.24
- devoted to the synthesis of 1,8-naphthyridin-2(1H)-ones because of their acyl-CoA:cholesterol acyltransferase (ACAT) inhibitory activity [17] and their role as phosphodiesterase inhibitors [18][19]. To date, 1,8-naphthyridin-2(1H)-ones have been prepared mainly by the Knorr or the Friedländer reaction [20
An efficient access to the synthesis of novel 12-phenylbenzo[6,7]oxepino[3,4-b]quinolin-13(6H)-one derivatives
Beilstein J. Org. Chem. 2012, 8, 1849–1857, doi:10.3762/bjoc.8.213
- , is described, involving the intramolecular Friedel–Crafts acylation reaction of 2-(phenoxymethyl)-4-phenylquinoline-3-carboxylic acid derivatives 3a–l aided by the treatment with PPA (polyphosphoric acid) or Eaton’s reagent. The required starting compound (2) was obtained by Friedländer reaction of 2
- three-step route, offers easy access to tetracyclic-fused quinoline systems in short reaction times, and the products are obtained in moderate to good yields. Keywords: Eaton’s reagent; Friedel–Crafts acylation; Friedländer reaction; one-pot; PPA; quinoline; tetracyclic-fused; Introduction Polycyclic
- -chloroacetoacetate did not take place, and a gummy mass was obtained as product. In this context, Muscia et al. [39] described the synthesis of ethyl 6-chloro-2-(chloromethyl)-4-phenylquinoline-3-carboxylate by the Friedländer reaction employing microwave irradiation (MW) in the presence of a catalytic amount of
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